Cesium carbonate → 2-(2,2,2-Trifluoroethyl)-2-(4-(trifluoromethyl)benzyl)malononitrile

HRID 1743600Notes

Reaction equation

HRID 1743600 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:14]=[CH:13][C:6]([CH2:7][CH:8]([C:11]#[N:12])[C:9]#[N:10])=[CH:5][CH:4]=1.C(=O)([O-])[O-].[Cs+].[Cs+].FC(F)(F)S(O[CH2:29][C:30]([F:33])([F:32])[F:31])(=O)=O>CN(C)C=O>[F:31][C:30]([F:33])([F:32])[CH2:29][C:8]([CH2:7][C:6]1[CH:5]=[CH:4][C:3]([C:2]([F:15])([F:16])[F:1])=[CH:14][CH:13]=1)([C:11]#[N:12])[C:9]#[N:10]

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 803662,2,2-Trifluoroethyl trifluoromethanesulfonateHCID 10656743(4-(Trifluoromethyl)benzyl)malononitrile

Product 1

HCID 222350542-(2,2,2-Trifluoroethyl)-2-(4-(trifluoromethyl)benzyl)malononitrileYield 44%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 1.0 g of (4-(trifluoromethyl)benzyl)malononitrile, 8 ml of N,N-dimethylformamide, 0.73 g of cesium carbonate, and 1.0 g of 2,2,2-trifluoroethyl trifluoromethanesulfonate, and according to the process described in the Production Example 1, there was obtained 0.58 g of 2-(2,2,2-trifluoroethyl)-2-(4-(trifluoromethyl)benzyl)malononitrile (the present compound (72)).

Sources & evidence

ORD record
ord-73cb679fd1d641f1b259f52d99a52f14
Source dataset
uspto-grants-2006_03
Patent number
US07011838B2

Reaction notes

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